Portfolio Leasing & Resident Relations Specialist (Full time Contract)

Drake Property Management is seeking a driven, high-performing Portfolio Leasing & Resident Relations Specialist for a full-time contract position. This role is ideal for a relationship-focused sales professional with proven closing ability who can quickly build rapport with prospective and existing residents, convert qualified prospects, and support resident retention and lease extensions across our portfolio.

This role operates within a centralized leasing model supporting a residential portfolio primarily across Mississauga, Brampton, and Toronto. The successful candidate is typically assigned to a core geographic area, with cross-coverage in other locations as business needs require. Lead intake and appointment scheduling are handled through a centralized call centre, allowing the Portfolio Leasing & Resident Relations Specialist to focus on showings, prospect engagement, lease conversion, resident relationships, and lease-extension opportunities, while also having opportunities to generate their own leads.

Our portfolio includes a mix of professionally managed residential rental communities, including mid-rise and high-rise apartment buildings and multi-building communities across urban and suburban markets.

Role Overview The Portfolio Leasing & Resident Relations Specialist is responsible for supporting occupancy and resident retention goals across the portfolio by delivering a consistent, professional experience from prospect inquiry through lease execution, move-in coordination, and ongoing resident engagement. The role combines sales performance, relationship building, customer experience, retention, and operational collaboration with site teams and centralized leasing functions.

Core Responsibilities

- Support leasing and resident retention activity across a large residential portfolio by conducting showings, engaging prospects and existing residents, facilitating lease completion, and supporting lease extensions.
- Provide rotating on-site coverage at assigned communities in alignment with leasing schedules and portfolio needs.
- Deliver professional suite tours, quickly build rapport with prospective residents, understand their needs, address objections, and confidently guide qualified prospects toward a leasing decision.




- Manage timely and persistent follow-up communication and maintain strong closing discipline for both centrally scheduled and self-generated prospects.
- Contribute to additional lead generation through advertising platforms or outreach where appropriate.
- Maintain current awareness of suite availability, pricing, incentives, and local market conditions.
- Coordinate with site administration and operations teams to support approvals, move-ins, resident onboarding, retention initiatives, and lease-extension activity.
- Build positive relationships with prospective and existing residents, representing the company professionally and contributing to a strong resident experience and long-term retention.
- Maintain accurate activity tracking and provide updates on leasing progress, prospect conversion, resident retention, lease-extension activity, and market feedback.
- Follow company policies, procedures, and service standards.

Contract Position

This is a full-time contract position. The successful candidate will be engaged on a full-time basis for the contract term and will be expected to provide flexible portfolio coverage based on business needs, including evenings and weekends as required. Based on performance and business needs, there may be an opportunity for the contract position to transition into a permanent full-time employment position with Drake Property Management.

Compensation and Travel

- Competitive full-time contract compensation aligned with experience, complemented by a performance-based commission structure and additional earning potential tied to leasing and retention results.
- Performance-based commissions may be paid on executed leases and other defined results, consisting of:
- A base commission per completed lease originating from the centralized call centre pipeline, and
- An additional bonus commission for leases generated through the candidate’s own advertising, outreach, or lead generation efforts that did not originate from the call centre.
- Mileage reimbursement is provided for required travel between properties.

KPIs and Performance Expectations

Performance in this role is measured using defined operational, sales,



and resident-retention metrics, including monthly lease targets, appointment-to-lease conversion ratios, lead follow-up completion timing, showing attendance and completion rate, lease-extension activity, resident retention, and portfolio occupancy.

Requirements

- Minimum 2+ years of proven sales experience with demonstrated closing success, ideally in a customer-facing or relationship-driven environment.
- Exceptional interpersonal and relationship-building skills, with the ability to establish trust and rapport quickly with prospective and existing residents.
- Valid driver’s license and reliable vehicle required.
- Mobile phone required.
- Willingness to travel regularly across Mississauga, Brampton, and Toronto.
- Flexible availability including evenings and weekends as needed.
- Ability to quickly learn company systems, workflows, and portfolio details.
- Experience using Yardi or similar property management or CRM platforms is considered a robust asset.
- Comfort working with centralized scheduling workflows, digital listing platforms, and leasing software.
- Motivated, outgoing, results-driven, comfortable asking for the business, and focused on delivering a strong resident experience.

About Drake Property Management

Drake Property Management manages a growing residential portfolio supported by centralized leasing operations, structured workflows, and modern property management systems. Our leasing teams operate within a coordinated model designed to streamline prospect intake, improve conversion efficiency, and support consistent performance across communities.

We invest in practical training, evolving technology platforms, and clear performance expectations to help our teams succeed while delivering strong resident experiences and operational results. Drake offers a fast-paced environment where individual performance directly contributes to portfolio success and long-term career growth within the property management industry.

Drake Property Management is an equal opportunity employer committed to fostering an inclusive and accessible workplace. We welcome applications from all qualified individuals and will provide reasonable accommodations throughout the recruitment and selection process in accordance with applicable accessibility legislation. If you require accommodation, please advise us at any stage of the process.

📌 Portfolio Leasing & Resident Relations Specialist (Vaughan)
🏢 Drake Property Management
📍 Vaughan